Tin Catalysts

Tin has been used for many purposes over several centuries. With the past several decades, the area of tin catalysis has seen a renaissance. Alkyl tins, or more commonly known as organostannanes, have become part of the chemist′s toolbox for a wide range of synthetic transformations. Stannoxanes, often organostannanes that incorporate oxygen atoms, are synthetically useful transformations and have been known to catalyze transesterification of lower alkyl groups with very low catalyst loading and therefore can be considered high efficiency (e.g. Otera′s tin catalysts). Similarly, organotins have found widespread use radical proton donors, the most common of which is tributyltin hydride. However, the utility of tin in research arenas gained significant momentum with the development of cross coupling reactions (known as a Stille coupling) involving an aryl or alkenyl halide or pseudohalide and a trialkyl organostannane substituted with a pendant ligand that will undergo transmetallation and ultimately be coupled to the alkenyl halide or pseudohalide.

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457183 Ammonium hexafluorostannate ≥99.99% trace metals basis H6F6N2Sn
669075 Dibutyltin diisothiocyanate 97% C10H18N2S2Sn
674214 1-Hydroxy-3-(isothiocyanato)-1,1,3,3-tetrabutyldistannoxane dimer 97% C34H74N2O4S2Sn4
462799 Potassium stannate trihydrate 99.9% trace metals basis K2O3Sn · 3H2O
677434 Silver-tin alloy nanopowder, <150 nm particle size, 3.5% Ag basis, ≥97%  
336262 Sodium stannate trihydrate 95% Na2O3Sn · 3H2O
14509 Tin ≥99%, powder Sn
265640 Tin powder, <150 μm, 99.5% trace metals basis Sn
243434 Tin granular, 0.425-2.0 mm particle size, ≥99.5%, ACS reagent Sn
265632 Tin powder, <45 μm particle size, 99.8% trace metals basis Sn
520373 Tin powder, 10 μm, 99% trace metals basis Sn
217697 Tin 99.8%, shot, 3 mm Sn
356948 Tin foil, thickness 0.127 mm, 99.9% Sn
345164 Tin(II) acetate C4H6O4Sn
215961 Tin(IV) bromide 99% Br4Sn
452335 Tin(II) chloride anhydrous, powder, ≥99.99% trace metals basis Cl2Sn
204722 Tin(II) chloride ≥99.99% trace metals basis Cl2Sn
243523 Tin(II) chloride dihydrate ACS reagent, 98% Cl2Sn · 2H2O
474762 Tin(II) chloride dihydrate ≥99.995% trace metals basis Cl2Sn · 2H2O
431508 Tin(II) chloride dihydrate ≥99.99% trace metals basis Cl2Sn · 2H2O
208930 Tin(IV) chloride 98% Cl4Sn
217913 Tin(IV) chloride 99.995% trace metals basis Cl4Sn
244678 Tin(IV) chloride pentahydrate 98% Cl4Sn · 5H2O
249955 Tin(IV) chloride solution 1.0 M in methylene chloride Cl4Sn
357499 Tin(IV) chloride solution 1.0 M in heptane Cl4Sn
S3252 Tin(II) 2-ethylhexanoate 92.5-100.0% C16H30O4Sn
334626 Tin(II) fluoride 99% F2Sn
333476 Tin(IV) fluoride F4Sn
462675 Tin(II) methanesulfonate solution 50 wt. % in H2O C2H6O6S2Sn
402761 Tin(II) oxalate 98% C2O4Sn
244635 Tin(II) sulfate ≥95% O4SSn
739502 Tin(IV) tetrakis(trifluoromethanesulfonimide) DMSO complex C8F24N4O16S8Sn
388122 Tin(II) trifluoromethanesulfonate 97% C2F6O6S2Sn
763810 Tributyl(pentafluorophenyl)stannane 90% C18H27F5Sn